References
- Isogai , A. , Murakoshi , S. , Suzuki , A. and Tamura , S. 1973 . Agr. Biol. Chem. , 37 : 1479
- HRMS m/z, 326.1528 ([M]+, calcd for C20H22O4: 326.1518). IRvmaxcm−1: 3504, 2962, 1611, 1510, 1464, 1264, 1120. 1H NMR (500.0 MHz, CDCl3) δ 0.98(d, J,= 7, 9′-Me), 1.78 (d, J, = 1.2, 9-Me), 2.30 (m, J, = 7, 3, H-8′), 3.64 (d, J, = 3, H-7′), 3.77 (s, 3-OMe)a, 3.78 (s, 3′-OMe)a, 5.42 (s, 4-OH)b, 5.45 (s, 4′-OH)b, 6.10 (d, J,= 1.2, H-7), 6.51 (s, H-5), 6.56 (dd, J,= 8, 2, H-2′), 6.58 (d, J, = 2, H-6′), 6.66 (s, H-2), 6.76 (d, J, = 8, H-3′). 13C NMR (125.7 MHz, CDCl3) δ 18.7 (C-9′), 22.1 (C-9), 42.1 (C-8′), 51.0 (C-7′), 55.8 (3-OMe)c, 56.0 (3′-OMe)c, 110.1 (C-2′), 111.7 (C-5′), 112.1 (C-5), 114.0 (C-2), 120.3 (C-6), 121.1 (C-7), 126.9 (C-1), 127.7 (C-6), 137.7 (C-8), 138.8 (C-1′), 143.8 (C-4′), 144.2 (C-3′), 145.1 (C-4), 146.2 (C-3). a-cEach values are interchangeable
- Fonseca , S. F. , Nielsen , L. T. and Ruveda , E. A. 1979 . Phytochemistry , 18 : 1703
- Crossley , N. S. and Djerassi , C. 1962 . J. Chem. Soc. , 00 : 1459
- Blears , J. G. and Haworth , R. D. 1958 . J. Chem. Soc. , 00 : 1985
- Fragransin A2 (5 mg) in Ac2O (1 ml) containing sulphuric acid (1 drop) was kept at room temperature for an hour, then poured into excess of saturated NaHCO3 solution, and extracted with ether. The ether extract was subjected to silica gel CC to give 1 (2 mg)